OFF MARKET

Off Market Feb 2020 for $195K

$304,194

Est. refi paymentEst. refi $1,305/mo

•

950

sq ft

205 Dutchess Rd, Chestertown, MD 21620

About this home

Cute as a button cottage! Wood flooring, beautifully updated with a wonderful gas fireplace, built in cabinets and shelving. Lots of thought went into this home. All on one level, the crawlspace has been encapsulated, it's water proof and you can use that for extra storage. Acreage is . 52 and has some fruit bearing trees on the property. Super cute, inside and out. There is a detached workshop, an attached front loading garage, that could be another bedroom. Great location, about five minutes from Chestertown, and the historic district. Join the HOA for a small yearly fee ($25.00) and have access from Rosin Creek out to the Chester River. This is a very nice area. There is a play ground area.

Single-familyProperty Type

1981Year Built

0.52 acresLot Size

$320Est. Price/Sq.Ft.

1 car garageParking

Listed by Retha Arrabal • Doug Ashley Realtors, LLC

•410-810-0010 (broker)

Bought with Tammy Petrone • The Parker Group

•302-217-6692 (broker)

•broker@theparkergroup.com (broker)

Redfin checked: 4 minutes ago

•Source:BRIGHT MLS #MDQA142388

Redfin Estimate

$304,194

$109K since sold in February 2020$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.3% lower than the average sale price ($321K) of 6 comparable homes.

SOLD MAY 14, 2026
$278,500
A
3 beds1 bath— sq ft
107 Longfellow Dr, Chestertown, MD 21620
SOLD MAR 31, 2026
$330,000
B
3 beds2 baths1,170 sq ft
129 Parma Rd, Chestertown, MD 21620
SOLD AUG 21, 2026
$289,000
C
3 beds1 bath1,248 sq ft
517 Round Top Rd, Chestertown, MD 21620
SOLD MAR 9, 2026
$317,000
D
3 beds2 baths1,232 sq ft
213 Central Dr, Chestertown, MD 21620
SOLD DEC 5, 2025
$413,300
E
3 beds2 baths1,300 sq ft
600 Rosin Dr, Chestertown, MD 21620
SOLD MAY 27, 2026
$300,000
F
3 beds1 bath1,408 sq ft
154 Longfellow Dr, Chestertown, MD 21620

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$1,737/mo

Redfin rental estimate

List your home for rent

Market trends in 21620, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

98.4%

+0.3% MoM

Median sale price

$355K

$7K MoM

Avg. days on market

48d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

$200,000
4 beds1 bath1,816 sq ft
223 Mount Vernon Ave, Chestertown, MD 21620
(443) 215-4663
NEW 20 HRS AGO
$329,900
2 beds2 baths1,440 sq ft
22974 Bay Shore Rd, Chestertown, MD 21620
(410) 822-6665
COMING SOON
$489,000
2 beds2 baths1,098 sq ft
105 N Water St #3, Chestertown, MD 21620
(410) 778-0330
COMING SOON
$659,999
3 beds3 baths2,716 sq ft
7712 Waterview Ln, Chestertown, MD 21620
(410) 778-0330
$315,000
3 beds1 bath1,008 sq ft
24775 Langford Rd, Chestertown, MD 21620
(410) 398-9200
$289,000
3 beds2 baths1,056 sq ft
8732 Elm Rd, Chestertown, MD 21620
(410) 778-0330
$1,295,000
4 beds3.5 baths3,383 sq ft
8276 Broad Neck Rd, Chestertown, MD 21620
(410) 810-3900
$300,000
3 beds1 bath960 sq ft
104 Lincoln Dr, Chestertown, MD 21620
(443) 274-1900
COMING SOON
$568,900
4 beds2.5 baths2,464 sq ft
329 Union Church Rd, Chestertown, MD 21620
(443) 215-4663
$275,000
3 beds1 bath975 sq ft
7482 Poplar Ave, Chestertown, MD 21620
(301) 970-2447
See all

Provided by Redfin

Sale history for 205 Dutchess Rd

Date

Event

Price

Public Records

Mar 18, 2020

Sold

$195,000

$205/sq ft

BRIGHT MLS #MDQA142388

Feb 14, 2020

Listing Removed

—

Feb 14, 2020

Sold

$195,000

$205/sq ft

Jan 7, 2020

Pending

—

Dec 21, 2019

Contingent

—

Dec 8, 2019

Listed

$189,900

$200/sq ft

MRIS #QA038735C

Jan 1, 1997

Delisted

—

Apr 28, 1995

Listed

Public Records

Oct 29, 1996

Sold

$79,900

$84/sq ft

MRIS #QA2009954

Jul 20, 1996

Delisted

—

Jun 20, 1996

Listed

$84/sq ft

MRIS #QA041080C

Jun 19, 1996

Delisted

—

Apr 28, 1995

Listed

Public Records

Dec 23, 1988

Sold

$40,000

$42/sq ft

Public Records

Oct 28, 1980

Sold

$7,000

$7/sq ft

** Price available after signing in.

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2025

$1,893 (+10.7%)

2024

$1,710 (+12.0%)

$76,700 + $117,900

$194,600

2023

$1,528 (+13.6%)

2022

$1,345 (+1.4%)

2021

$1,327 (+3.2%)

$56,700 + $79,700

$136,400

2020

$1,285 (+3.3%)

2019

$1,244

2018

$1,244

$56,700 + $66,700

$123,400

2017

$1,244 (−0.2%)

$56,700 + $66,700

$123,400

2016

$1,246

$47,900 + $75,800

$123,700

2015

$1,246 (−14.4%)

$47,900 + $75,800

$123,700

2014

$1,456 (+4.2%)

$82,900 + $63,200

$146,100

2013

$1,397 (+6.5%)

2012

$1,311 (+6.7%)

2011

$1,229 (+5.3%)

2010

$1,167 (+8.5%)

2009

$1,076

Tax history for 205 Dutchess Rd

Year

Property tax

Land + Additions

Assessment*

2025

$1,893 (+10.7%)

2024

$1,710 (+12.0%)

$76,700 + $117,900

$194,600

2023

$1,528 (+13.6%)

2022

$1,345 (+1.4%)

2021

$1,327 (+3.2%)

$56,700 + $79,700

$136,400

2020

$1,285 (+3.3%)

2019

$1,244

2018

$1,244

$56,700 + $66,700

$123,400

2017

$1,244 (−0.2%)

$56,700 + $66,700

$123,400

2016

$1,246

$47,900 + $75,800

$123,700

2015

$1,246 (−14.4%)

$47,900 + $75,800

$123,700

2014

$1,456 (+4.2%)

$82,900 + $63,200

$146,100

2013

$1,397 (+6.5%)

2012

$1,311 (+6.7%)

2011

$1,229 (+5.3%)

2010

$1,167 (+8.5%)

2009

$1,076

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

—

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.52 Acres

Year renovated

—

Sq. Ft.

832

Year built

1981

Style

Single Family Residential

County

Queen Anne's County

APN

02 003422

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 7, 2026.

NC-20

Neighborhood Conservation-20 District

There are several varieties of NC Districts. The NC Districts are intended to preserve the character, density, and scale of existing residential neighborhoods. The NC Districts allow existing neighborhoods to conform to this Chapter 18:1, and they allow for in-fill development to be compatible with the surrounding area. NC Districts are designated for existing residential developments as follows: NC-20: 20,000 sq ft average lot size.; All NC District regulations apply to NC Districts with a T designation on the Zoning Maps; except that single-wide manufactured homes are a permitted use within NC-T Districts.

Permitted uses

Include but are not limited to:

Equestrian facility
Housing-Single unit
Housing-Multiple units
Public service
Recreation
Housing-Mobile home park

Property details

Parking

Parking Information
# of Attached Garage Spaces: 1
Garage Features: Garage - Front Entry
# of Total Garage and Parking Spaces: 1
Has Garage
# of Garage Spaces: 1
Driveway, Attached Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On Main Level: 2

Bathroom Information
# of Bathrooms (Half) On Main Level: 1
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Half): 1
# of Bathrooms (Full): 1

Interior Information
Appliances: Built-In Microwave, Dishwasher, Exhaust Fan, Refrigerator, Stove
Flooring Type: Laminated, Wood
Interior Features: CeilngFan(s), Combination Kitchen/Dining, Floor Plan - Traditional
Living Area Sq.Ft. Source: Estimated

Room Information
Living Room, Bedroom 2, Kitchen, Bedroom 1, Laundry, Bathroom 1

Fireplace Information
# of Fireplaces: 1

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Improvement Assessed Value: $66,700
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor

Building Information
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Structure Type: Detached

Lot Information
Lot Dimensions Source: Assessor
Tidal Water: No

Land Information
Land Assessed Value: $56,700

Above Grade Information
Finished Sq.Ft.: 950
Finished Sq.Ft. Source: Estimated

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $1,183
Tax Assessed Value: $123,400
Tax Year: 2019
Tax Annual Amount: $1,243

Assessments Information
Year Assessed: 2019

Lease Information
Lease Considered: No

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C, Ceiling Fan(s), Heat Pump(s)
Cooling Fuel: Electric
200+ Amp Service
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: Community Septic Tank, Private Septic Tank
Water Source: Well

Location

School Information
High School: QUEEN ANNE'S COUNTY
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Cross Street: Roundtop Rd
Directions: From Chestertown, follow 213 S to a left onto Roundtop Rd, follow that to a left onto Dutchess Rd. Property on the left.

Public facts

Beds: —
Baths: 1.5
Sq. Ft.: 832
Stories: 1.0
Lot Size: 0.52 acres
Style: Single Family Residential
Year Built: 1981
Year Renovated: —
County: Queen Anne's County
APN: 02 003422

Home facts updated by county records on Aug 7, 2026

Around this home

Schools

Church Hill Elementary School

Public PreK-4 • Assigned • 5.1mi

5/10

Sudlersville Middle School

Public 5-8 • Assigned • 9.5mi

5/10

Queen Anne's County High School

Public 9-12 • Assigned • 12.1mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

8/10 Heat Factor

7 days above 105° expected this year, 15 days in 30 years

6/10 Wind Factor

70% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Chestertown, MD • 21620

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.7 hours in December, which is comparable to the U.S. average for solar exposure.

9.2 hrs

4.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$289,000 – $350,000

Sell confidently with a local market expert in Chestertown. 3 minutes to get started.

Nearby similar homes

$599,500

4 beds2.5 baths2,016 sq ft

334 Eagle Manor Dr, Church Hill, MD 21623

(410) 643-2244

$249,000

Land— sq ft

Chester River Heights Rd, 7, Crumpton, MD 21651

(410) 810-3900

$249,900

3 beds2 baths1,740 sq ft

214 Broad St, Crumpton, MD 21628

(443) 627-2900

FOR SALE BY OWNER

$435,000

3 beds2 baths1,956 sq ft

233 Duke of Kent St, Chestertown, MD 21620

$375,000

2 beds1.5 baths1,440 sq ft

224 Ewingtown Rd, Church Hill, MD 21623

(410) 810-0010

$200,000

3 beds1.5 baths2,206 sq ft

107 2nd St, Crumpton, MD 21628

(410) 793-7195

New listings for sale in 21620

$200,000

4 beds1 bath1,816 sq ft

223 Mount Vernon Ave, Chestertown, MD 21620

(443) 215-4663

NEW 20 HRS AGO3D WALKTHROUGH

$329,900

2 beds2 baths1,440 sq ft

22974 Bay Shore Rd, Chestertown, MD 21620

(410) 822-6665

COMING SOON

$489,000

2 beds2 baths1,098 sq ft

105 N Water St #3, Chestertown, MD 21620

(410) 778-0330

COMING SOON

$659,999

3 beds3 baths2,716 sq ft

7712 Waterview Ln, Chestertown, MD 21620

(410) 778-0330

$315,000

3 beds1 bath1,008 sq ft

24775 Langford Rd, Chestertown, MD 21620

(410) 398-9200

$289,000

3 beds2 baths1,056 sq ft

8732 Elm Rd, Chestertown, MD 21620

(410) 778-0330

$1,295,000

4 beds3.5 baths3,383 sq ft

8276 Broad Neck Rd, Chestertown, MD 21620

(410) 810-3900

$300,000

3 beds1 bath960 sq ft

104 Lincoln Dr, Chestertown, MD 21620

(443) 274-1900

COMING SOON

$568,900

4 beds2.5 baths2,464 sq ft

329 Union Church Rd, Chestertown, MD 21620

(443) 215-4663

Home values near 205 Dutchess Rd

Data from public records.

Address	Redfin Estimate
210 Dutchess Rd, Chestertown, MD - Beds \| 1 Baths \| 1080 Sq. Ft.	$289,455
206 Dutchess Rd, Chestertown, MD - Beds \| 1.5 Baths \| 1464 Sq. Ft.	$286,027

Address	Redfin Estimate
217 Dutchess Rd, Chestertown, MD 3 Beds \| 1 Baths \| 1144 Sq. Ft.	$315,606
218 Dutchess Rd, Chestertown, MD - Beds \| 1 Baths \| 1056 Sq. Ft.	$289,181

Address	Redfin Estimate
221 Dutchess Rd, Chestertown, MD 3 Beds \| 1.5 Baths \| 2260 Sq. Ft.	$283,488
209 Dutchess Rd, Chestertown, MD - Beds \| 2 Baths \| 1260 Sq. Ft.	$289,112

Property information provided by BRIGHT MLS when last listed in 2019. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Kingstown	Agents near me	Rockville, MD homes for sale	Kingstown Housing Market
Houses for sale near me	Baltimore, MD homes for sale	Frederick, MD homes for sale
Land for sale near me	Bethesda, MD homes for sale	Columbia, MD homes for sale
Open Houses near me	Silver Spring, MD homes for sale	Kingstown Property Records
Condos for sale near me	Bowie, MD homes for sale	MD New Listings

Chester homes for sale
Stevensville homes for sale
Edgewood homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 21620, MD

Sale history for 205 Dutchess Rd

Tax history for 205 Dutchess Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21620

Home values near 205 Dutchess Rd

More real estate resources